
Vacation rentals in Downingtown
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Nightly prices starting at
Downingtown vacation rentals start at $42 CAD per night before taxes and fees

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Over 540 verified reviews to help you choose

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Downingtown rentals

4.9 Average rating
Downingtown stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Downingtown
Guests agree: these stays are highly rated for location, cleanliness, and more.

Silk Purse Cottage-a private, cozy retreat
Silk Purse Cottage (ca. 1920) is in scenic, historic Chester County, PA 6 miles from the PA turnpike. It is a completely renovated, private cottage on a 6 acre property. Perfect spot for a relaxing vacation. Visitors who are interested in gardening, history and outdoor activities will find many opportunities close by. Hike, fish, go boating or mountain biking one mile away at Marsh Creek State Park. Longwood Gardens, Winterthur, Lancaster and Philadelphia are all a short distance by car.

Country Nook Cottage, Cozy Studio, SLPS 4
Cozy & private, this suite provides everything needed for a comfortable, relaxing stay. It includes a fully equipped kitchen with a Keurig coffee maker, king-sized bed, a pullout couch to sleep a total of 4. The full bath features a tub/shower combo. The private backyard offers a BBQ grill. Just minutes from grocery stores, the suite is under an hour from Philadelphia and within 40 minutes of Longwood Gardens, King of Prussia Mall, Amish attractions, and Lancaster. Please note, there is no TV.

Hillside Haven |Hot Tub & Sauna
Kick back & relax in this newly built A-frame cabin with an outdoor space featuring a large deck overlooking the hillside. Enjoy the custom made cedarwood sauna, hot tub, firepit with hanging egg chairs while listening to the beautiful waterfall feature. Inside, there is a fully stocked kitchen including nespresso machine, air fryer, blender and more. King size bed with a Helix Hospitality mattress dressed with luxe Brooklinen linens & pillows. Spacious bathroom with a large stand up shower.

King’s place, hot tub. Pool is open for summer!
New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

Historic J. Pyle House Main St Local Host
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

The Cottage at Marsh Creek (with hot tub!)
Peaceful, renovated cottage with year-round hot tub less than a mile from Marsh Creek State Park and lake! 1 bedroom (with king size bed!), 1 bathroom The park has hiking, fishing & water sports. Close to great dining, breweries, coffee, & other activities, but far enough from town to feel relaxing & somewhat secluded. Dog friendly! You'll have access to the entire home, including the private patio with string lights & hot tub. Follow us on IG! @thecottageatmarshcreek

Spacious 2BR Suite, Quiet Retreat, Family-Friendly
Enjoy room to relax in our family friendly, two bed room in-law suite minutes from Chester County sights and easy highway access. -Spacious living -Fast Wi-Fi & smart TV—for movie nights -Fully equipped kitchen & laundry available—ideal for longer stays -Quiet bedrooms with hotel-quality linens -Superhosts with a personal touch Visiting family, sports travel, etc.—our home keeps you close to everything! Ready for a worry-free stay? Tap “Reserve” to secure your dates.

Boat House on the Brandywine | Waterfront Cottage
Boat House on the Brandywine is a waterfront cottage that sits on the edge of the Brandywine Creek. Enjoy your morning coffee on the private deck amidst the sounds of ducks swimming in the water below. This inviting one-bedroom cottage accommodates up to four guests and is conveniently located in the heart of Downingtown, within walking distance to restaurants, shops, parks, and the train station. This unique cottage experience is professionally hosted by Michele & Mark.

West Chester apartment located on horse facility
Our apartment in located in the heart of West Chester PA. Our place is close to restaurants and dining, nightlife, great views, and family-friendly activities. You’ll love Sunset Valley Farm because it is a Horse property with activities on the property (season permitting). Horse lessons, Kayak, creek, fishing, and near all of the local attractions (King of Prussia Mall, Gettysburg, Valley Forge, Brandywine river, Lancaster (Amish country) 40 mins away).

Private West Chester Cottage close to Longwood
Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

Charming cottage under the pines. No cleaning fee.
Relax in our tiny cottage overlooking the fields of Chester County. View the beautiful St. Matthews church from your bedroom window. Livingroom has comfortable pull down couch. Kitchen and bathroom are newly renovated. Enjoy the peaceful enclosed back porch to wind down after a day of hiking or horseback riding on local trails and parks, boating at nearby Marsh Creek or spending the day in the quaint nearby towns and/or historic Philadelphia.

The Farmer’s House
Historic FARM STAY. Est. In 1757 and hidden from view, it is certain to provide a private getaway! If you have the heart of a "homesteader" or simply want to have a peaceful holiday, this farmette will allow you to travel back in time for a relaxing experience you will not forget! A winding brook and pond are located within short walking distance from the home. Well furnished, this home will impress you with all her comfort and character!
Popular amenities for Downingtown vacation rentals
Other great vacation rentals in Downingtown

Applewood A-Frame Retreat + Hot tub

South Bridge Farm Cottage

Country Cottage

Experience the charm of a historical getaway

Historic Farmhouse

Vintage Farmhouse Stay - History Meets Comfort

Your own peaceful, natural retreat!

5 Bedrooms. Newly Renovated! Memory Foam Beds!
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- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Dorney Park & Wildwater Kingdom
- Citizens Bank Park
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Spooky Nook Sports
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- Drexel University
- University of Delaware
- Temple University
- French Creek State Park
- 30th Street Station
- Philadelphia Zoo
- Marsh Creek State Park
- Amish Village
- Independence Hall
- Valley Forge National Historical Park





